Phosphonic systems Part 9. Solution and solid state structure of R,R (S,S) stereoisomers of the adducts of diethyl(1-cyclohexenyl)methylphosphonate and aldehydes

Add time:07/24/2019    Source:sciencedirect.com

The solution and solid state structures of single stereoisomers of α-adducts of diethyl(1-cyclohexenyl)methyl-phosphonate and three aldehydes were determined by NMR spectroscopy and by X-ray diffraction. In both phases, the molecules exist in virtually the same conformation, involving gauche orientation of the PO3Et2 and the 2-hydroxy groups, and trans orientation of the former group and the R group of the aldehyde molecule. In the crystal, this conformation is retained in spite of the fact that PO⋯HO hydrogen bonding occurs inter- and not intramolecularly.

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